BiggerPockets also has a calculator to analyze deals, and I highly recommend you start this as soon as possible, even if you are not ready to buy.

I am in the process of analyzing my next purchase and I was curious what resources people use to gauge how much they could rent a property for.  

Finally, be open to slightly remote locations with better cash flow potential over high-appreciation markets.If you’d like help analyzing properties or securing financing, let me know I’d be happy to assist.Best,Drago

I know I need to assemble a team, I know I need to understand markets and analyze a ton of deals, and I know I need to coordinate it all for execution with the right timing.

Greatly appreciate that you included the numbers... as a new/learning investor seeing the numbers can really help explain and educate when learning to analyze properties. 

What information I should be analyzing to help me make a decision on where I should start.  

If you cannot sell the house for close to $150k and have a non-recourse loan, you should analyze if it makes sense to walk away from the property.  

Very few analyze the ROI of their efforts and adjust their strategy of achieving their goals at each meeting.

@Jefferey Eutsay I’ve found the BP Calculator to be sufficient for analyzing most of my deals.

Let's analyze each issue you've mentioned:1) Tenancy Length: besides issues a landlord can't control, like death, sickness, job loss, etc., the actual management of the property & tenant play a large roll in how long tenants stay in their home.